Family-friendly vacation rentals in Cypress Lake

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cypress Lake

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Guest favourite
Cottage in Matlacha
Mojito Island Cottage
Update: In September we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our back yard. New large kitchen and one block from art galleries, restaurants and bars.
Sep. 12 – 19
$191 CAD per night
4.87 out of 5 average rating, 127 reviews
Superhost
Home in Fort Myers
Vacation house next to Sanibel / free amenities
Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Breakfast items (eggs, bagels, apples, coffee and tea) 2. Cruise style bikes, 2 x SUP 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....
Jun. 16 – 23
$183 CAD per night
4.86 out of 5 average rating, 548 reviews
Guest favourite
Home in Cape Coral
Recently Renovated Home with Pool in SW Cape Coral
The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.
Aug. 3 – 10
$258 CAD per night
4.87 out of 5 average rating, 173 reviews

Popular amenities for Cypress Lake family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment in Cape Coral
Studio STARFISH / Cape Coral * Beach Resort *
Sep. 2 – 9
$145 CAD per night
4.77 out of 5 average rating, 115 reviews
Guest favourite
Home in Fort Myers
Private Heated Pool and Spa
Dec. 5 – 12
$419 CAD per night
4.94 out of 5 average rating, 105 reviews
Guest favourite
Bungalow in Fort Myers
Rowan's Retreat - Historic Downtown Fort Myers
Apr. 23 – 30
$329 CAD per night
4.92 out of 5 average rating, 278 reviews
Guest favourite
Home in Fort Myers Beach
Luxury Waterfront Escape Near The Beach C1
Aug. 29 – Sep. 5
$1,259 CAD per night
4.95 out of 5 average rating, 103 reviews
Guest favourite
Apartment in Fort Myers Beach
Mermaid Oasis
Apr. 14 – 21
$493 CAD per night
4.9 out of 5 average rating, 182 reviews
Guest favourite
Condo in Naples
Ground Floor, A+ Location Club Membership Included
Aug. 23 – 30
$182 CAD per night
4.85 out of 5 average rating, 151 reviews
Guest favourite
Home in Fort Myers
The Parsonage-Private Villa-Heated Pool & Spa.
May 2 – 9
$741 CAD per night
4.98 out of 5 average rating, 109 reviews
Guest favourite
Apartment in Fort Myers
Coconut Palm-Sweet 2nd Flr Apt-Qn Bed, Kitchenette
Sep. 24 – Oct. 1
$232 CAD per night
4.95 out of 5 average rating, 117 reviews
Superhost
Home in Cape Coral
Villa Scottsdale -Waterfront Home with Pool
Apr. 24 – May 1
$485 CAD per night
4.9 out of 5 average rating, 127 reviews
Guest favourite
Home in Punta Gorda
Tropical themed Island style home!
Oct. 27 – Nov. 3
$343 CAD per night
4.93 out of 5 average rating, 122 reviews
Guest favourite
Villa in Cape Coral
Villa Regency, luxury villa with charme water view
Oct. 5 – 12
$459 CAD per night
4.73 out of 5 average rating, 11 reviews
Superhost
Home in Cape Coral
"Seahorse Villa" by the water
Nov. 2 – 9
$432 CAD per night
4.58 out of 5 average rating, 79 reviews

Family- and pet-friendly home rentals

Superhost
Townhouse in Fort Myers
Gorgeous Townhome Close to the beaches
Apr. 12 – 19
$336 CAD per night
4.88 out of 5 average rating, 140 reviews
Guest favourite
Apartment in LaBelle
Jan's Jungle Riverfront paradise
Dec. 28 – Jan. 4
$148 CAD per night
4.98 out of 5 average rating, 125 reviews
Guest favourite
Home in Captiva
The Pearl Beach House, North Captiva Island,FL
Oct. 17 – 24
$1,113 CAD per night
4.98 out of 5 average rating, 104 reviews
Guest favourite
Home in Fort Myers Beach
La Casa On Mango, heated pool-5 min walk to Beach
Dec. 17 – 24
$772 CAD per night
4.89 out of 5 average rating, 216 reviews
Superhost
Home in Cape Coral
Cape Coral waterfront home heated pool, Wi-Fi, A/C
Jan. 13 – 20
$381 CAD per night
4.84 out of 5 average rating, 131 reviews
Guest favourite
Condo in Englewood
Gulf Side Condo Englewood Florida
May 2 – 9
$385 CAD per night
4.94 out of 5 average rating, 116 reviews
Superhost
Home in Naples
Perfect Vacation Get Away
Jun. 7 – 14
$273 CAD per night
4.8 out of 5 average rating, 174 reviews
Guest favourite
Home in Naples
Bella Casa at the Beach 4 bd rms w/2 EnSuites
Jun. 8 – 15
$877 CAD per night
4.97 out of 5 average rating, 138 reviews
Guest favourite
Guesthouse in Punta Gorda
Charming Cottage
Feb. 21 – 28
$239 CAD per night
4.9 out of 5 average rating, 226 reviews
Guest favourite
Cottage in Naples
Mango Tree Cottage close to Beach
Jan. 22 – 29
$434 CAD per night
4.95 out of 5 average rating, 134 reviews
Superhost
Home in Bonita Springs
Coastal Charm: Your Vacation Oasis
Nov. 29 – Dec. 6
$489 CAD per night
4.86 out of 5 average rating, 121 reviews
Guest favourite
Home in Naples
Bring the Whole Family to the Beach in Naples
May 12 – 19
$1,054 CAD per night
4.97 out of 5 average rating, 150 reviews

Family-friendly home rentals with a pool

Guest favourite
Home in Fort Myers
Captivating Pyramid home in S Ft Myers-7019
Sep. 12 – 19
$259 CAD per night
4.9 out of 5 average rating, 268 reviews
Guest favourite
Guesthouse in Fort Myers
Hints of Key West in Fort Myers' Historic District
Feb. 8 – 15
$247 CAD per night
4.98 out of 5 average rating, 611 reviews
Guest favourite
Home in Cape Coral
Gulf access waterfront heated pool
Oct. 21 – 28
$292 CAD per night
4.99 out of 5 average rating, 208 reviews
Guest favourite
Home in Cape Coral
Escape to the Cape - Quality, Comfort, and Quiet!
May 5 – 12
$357 CAD per night
4.94 out of 5 average rating, 124 reviews
Guest favourite
Apartment in Englewood
BEACH FRONT Unit w/Pool Sandy Toe's #4
Dec. 21 – 28
$267 CAD per night
4.92 out of 5 average rating, 393 reviews
Guest favourite
Condo in Fort Myers Beach
Ft Myers Beach & Lovers Key State Park- FANTASTIC!
Dec. 31 – Jan. 7
$413 CAD per night
4.94 out of 5 average rating, 173 reviews
Superhost
Home in Cape Coral
Dreamvilla Louisiana in Cape Coral
Jul. 15 – 22
$350 CAD per night
4.92 out of 5 average rating, 155 reviews
Superhost
Home in Naples
841 Vanderbilt Beach Bliss • Lux Waterfront Home
Sep. 19 – 26
$933 CAD per night
4.9 out of 5 average rating, 140 reviews
Guest favourite
Home in Port Charlotte
Peaceful Port Charlotte 2Bd/2Ba on water
Jul. 10 – 17
$251 CAD per night
4.84 out of 5 average rating, 210 reviews
Guest favourite
Cottage in Englewood
Free Kayaks! Waterfall Pool! Beach! am
Nov. 5 – 12
$298 CAD per night
4.9 out of 5 average rating, 149 reviews
Superhost
Home in Cape Coral
Your Private Waterfront Escape: Pool & Gulf Access
May 16 – 23
$382 CAD per night
4.9 out of 5 average rating, 244 reviews
Guest favourite
Home in Port Charlotte
Luxury Bungalo with Pool in Port Charlotte
Jul. 23 – 30
$232 CAD per night
4.94 out of 5 average rating, 108 reviews

Quick stats about vacation rentals that are family-friendly in Cypress Lake

Total rentals

80 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

20 properties allow pets

Total number of reviews

910 reviews

Nightly prices starting at

$27 CAD before taxes and fees

Destinations to explore